Find Hotels with a Pool in Princess Anne, MD

Check availability on Princess Anne Hotels with a Pool

Tonight
May 1 - May 2
Tomorrow
May 2 - May 3
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

Our top choices for Princess Anne hotels with a pool

Seasonal outdoor pool

Waterside Inn

Waterside Inn
2.0 star property
Downtown Chincoteague
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Float away in Chincoteague's downtown marina hotel with a seasonal pool and nautical adventures.
"Easy check-in, warm pool and great fishing/crabbing pier!"
United States
Tamara
$92 nightly
The price is $103
May 3 - May 4
Total with taxes and fees
Waterside Inn
Indoor pool

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (918 reviews)
  • cleanliness
    Sparkling indoor pool creates year-round relaxation oasis at this charming rural retreat.
"With the exception of the renovations, we really enjoyed all of the amenities such as the pool and the gym."
United States
Shameeka
$93 nightly
The price is $104
May 10 - May 11
Total with taxes and fees
Best Western Plus Pocomoke City
Lobby

Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
3.0 star property
Fruitland
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful Hotel"
United States
Marco
$111 nightly
The price is $125
May 11 - May 12
Total with taxes and fees
Home2 Suites By Hilton Salisbury Fruitland
Outdoor pool

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (549 reviews)
  • cleanliness
    Dive into poolside bliss with a private beach oasis and refreshing outdoor swimming awaiting you in Chincoteague.
"The pool was a lovely touch and a perfect way to relax."
United States
Ruth
$175 nightly
The price is $197
May 3 - May 4
Total with taxes and fees
Key West Cottages
Indoor pool

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
2.5 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (776 reviews)
  • cleanliness
    Dive into waterfront tranquility with a heated indoor pool and relaxing hot tub overlooking the wildlife refuge.
"The indoor pool was clean"
United States
Susan
$139 nightly
The price is $156
May 10 - May 11
Total with taxes and fees
Hampton Inn & Suites Chincoteague Waterfront
Outdoor pool

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
3.0 star property
Downtown Chincoteague
9.2 out of 10, Wonderful, (597 reviews)
  • cleanliness
    Splash into spectacular views at this waterfront hotel where poolside serenity meets bay sunsets.
"Beautiful hotel, nice staff, great small pool with amazing view"
United States
Linor
$152 nightly
The price is $171
May 7 - May 8
Total with taxes and fees
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront
Pillowtop beds, desk, blackout drapes, iron/ironing board

Maddox Inn

Maddox Inn
2.0 star property
Downtown Chincoteague
7.2 out of 10, Good, (779 reviews)
  • cleanliness
    Sunny loungers encircle a sparkling pool at this downtown Chincoteague island retreat.
"The pool is very clean"
United States
Jordan
$91 nightly
The price is $102
May 2 - May 3
Total with taxes and fees
Maddox Inn
Deluxe Single Room, 1 King Bed, Balcony, Pool View | Balcony

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina
2.0 star property
Crisfield
8.6 out of 10, Excellent, (141 reviews)
  • cleanliness
    Serene poolside escapes await at this motel with a summer oasis and garden views.
"kids enjoyed the pool"
United States
Jeremy
$93 nightly
The price is $106
May 15 - May 16
Total with taxes and fees
Rodeway Inn at Somers Cove Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Princess Anne

Breakfast included
Hot tub

Top Princess Anne Hotel Reviews

Hampton Inn Salisbury

Hampton Inn Salisbury

10/10 Excellent
"Secure parking and well lighted. Buffet breakfast was a nice touch."
Harry 1-night trip
Posted 4 hours ago
Hampton Inn Salisbury

Frequently asked questions

What are some accommodations with pools in Princess Anne?
Econo Lodge Princess Anne: Features continental, a seasonal outdoor pool, and free self parking. Blufin Bungalows & Marina: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Key West Cottages: Provides a private beach, a seasonal outdoor pool, and a snack bar/deli. Comfort Suites Chincoteague Island Bayfront Resort: Features an indoor pool, an outdoor pool, and a snack bar/deli. Wingate by Wyndham Salisbury MD Airport North: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking.
What is there to see and do in Princess Anne?
Make a point to visit attractions like Mount Vernon Beach and Monie Island. During your stay, check out sights such as Somerset County Library, Princess Anne Town Hall, and Manokin Park. You'll also discover lots of options for restaurants in Princess Anne.
When is the best time to book a hotel with a pool in Princess Anne?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Princess Anne in the hottest months of July, August, or June when the average temp is 75°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 42°F.

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